CA2075840A1 - Disaccharides et trisaccharides, methode de fabrication et compositions qui contiennent ces saccharides et qui sont utilisees pour favoriser la pousse des cheveux - Google Patents
Disaccharides et trisaccharides, methode de fabrication et compositions qui contiennent ces saccharides et qui sont utilisees pour favoriser la pousse des cheveuxInfo
- Publication number
- CA2075840A1 CA2075840A1 CA002075840A CA2075840A CA2075840A1 CA 2075840 A1 CA2075840 A1 CA 2075840A1 CA 002075840 A CA002075840 A CA 002075840A CA 2075840 A CA2075840 A CA 2075840A CA 2075840 A1 CA2075840 A1 CA 2075840A1
- Authority
- CA
- Canada
- Prior art keywords
- beta
- acetamido
- deoxy
- galactopyranosyl
- glucopyranoside
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 238000000034 method Methods 0.000 title claims abstract description 26
- 239000000203 mixture Substances 0.000 title claims abstract description 22
- 150000004043 trisaccharides Chemical class 0.000 title abstract description 11
- 230000003779 hair growth Effects 0.000 title abstract description 5
- 150000001875 compounds Chemical class 0.000 claims abstract description 23
- 230000000694 effects Effects 0.000 claims abstract description 22
- 238000002360 preparation method Methods 0.000 claims abstract description 18
- 102000004190 Enzymes Human genes 0.000 claims abstract description 15
- 108090000790 Enzymes Proteins 0.000 claims abstract description 15
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 16
- 150000001720 carbohydrates Chemical group 0.000 claims description 13
- -1 N-acetylamino Chemical group 0.000 claims description 9
- 150000002402 hexoses Chemical group 0.000 claims description 9
- 229930182470 glycoside Natural products 0.000 claims description 7
- 150000002338 glycosides Chemical group 0.000 claims description 7
- 229920001542 oligosaccharide Polymers 0.000 claims description 7
- 150000002482 oligosaccharides Chemical class 0.000 claims description 6
- 230000000699 topical effect Effects 0.000 claims description 4
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- 108010000540 Hexosaminidases Proteins 0.000 claims description 3
- 239000003054 catalyst Substances 0.000 claims description 3
- 241000228212 Aspergillus Species 0.000 claims description 2
- 125000003047 N-acetyl group Chemical group 0.000 claims description 2
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- 125000003563 glycoside group Chemical group 0.000 abstract 1
- 239000003981 vehicle Substances 0.000 description 14
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- 150000002016 disaccharides Chemical class 0.000 description 8
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- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 6
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 6
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- 239000003974 emollient agent Substances 0.000 description 2
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- 239000008103 glucose Substances 0.000 description 2
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- 125000003147 glycosyl group Chemical group 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
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- 238000011534 incubation Methods 0.000 description 2
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 2
- HOVAGTYPODGVJG-ZFYZTMLRSA-N methyl alpha-D-glucopyranoside Chemical group CO[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O HOVAGTYPODGVJG-ZFYZTMLRSA-N 0.000 description 2
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- HMQPEDMEOBLSQB-UHFFFAOYSA-N n-[2,5-dihydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]acetamide Chemical compound CC(=O)NC1C(O)OC(CO)C(O)C1OC1C(O)C(O)C(O)C(CO)O1 HMQPEDMEOBLSQB-UHFFFAOYSA-N 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
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- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- LGEZTMRIZWCDLW-UHFFFAOYSA-N 14-methylpentadecyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCCCCCCCCCCCC(C)C LGEZTMRIZWCDLW-UHFFFAOYSA-N 0.000 description 1
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- 230000002335 preservative effect Effects 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- XEIOPEQGDSYOIH-MURFETPASA-N propan-2-yl (9z,12z)-octadeca-9,12-dienoate Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(=O)OC(C)C XEIOPEQGDSYOIH-MURFETPASA-N 0.000 description 1
- NEOZOXKVMDBOSG-UHFFFAOYSA-N propan-2-yl 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)OC(C)C NEOZOXKVMDBOSG-UHFFFAOYSA-N 0.000 description 1
- ZPWFUIUNWDIYCJ-UHFFFAOYSA-N propan-2-yl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC(C)C ZPWFUIUNWDIYCJ-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 229960004063 propylene glycol Drugs 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- 125000006239 protecting group Chemical group 0.000 description 1
- 238000001742 protein purification Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000000979 retarding effect Effects 0.000 description 1
- 210000004761 scalp Anatomy 0.000 description 1
- CRPCXAMJWCDHFM-UHFFFAOYSA-M sodium;5-oxopyrrolidine-2-carboxylate Chemical compound [Na+].[O-]C(=O)C1CCC(=O)N1 CRPCXAMJWCDHFM-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 230000004936 stimulating effect Effects 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000004885 tandem mass spectrometry Methods 0.000 description 1
- BORJONZPSTVSFP-UHFFFAOYSA-N tetradecyl 2-hydroxypropanoate Chemical compound CCCCCCCCCCCCCCOC(=O)C(C)O BORJONZPSTVSFP-UHFFFAOYSA-N 0.000 description 1
- DZKXJUASMGQEMA-UHFFFAOYSA-N tetradecyl tetradecanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCC DZKXJUASMGQEMA-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 230000006098 transglycosylation Effects 0.000 description 1
- 238000005918 transglycosylation reaction Methods 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y302/00—Hydrolases acting on glycosyl compounds, i.e. glycosylases (3.2)
- C12Y302/01—Glycosidases, i.e. enzymes hydrolysing O- and S-glycosyl compounds (3.2.1)
- C12Y302/01052—Beta-N-acetylhexosaminidase (3.2.1.52)
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/60—Sugars; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q7/00—Preparations for affecting hair growth
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/14—Hydrolases (3)
- C12N9/24—Hydrolases (3) acting on glycosyl compounds (3.2)
- C12N9/2402—Hydrolases (3) acting on glycosyl compounds (3.2) hydrolysing O- and S- glycosyl compounds (3.2.1)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/26—Preparation of nitrogen-containing carbohydrates
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Zoology (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Genetics & Genomics (AREA)
- General Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Biotechnology (AREA)
- Microbiology (AREA)
- Molecular Biology (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Dermatology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Biomedical Technology (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Saccharide Compounds (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB9117523.2 | 1991-08-14 | ||
| GB919117523A GB9117523D0 (en) | 1991-08-14 | 1991-08-14 | Di and tri saccharides, methods of making them and hair growth compositions containing them |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2075840A1 true CA2075840A1 (fr) | 1993-02-15 |
Family
ID=10699958
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002075840A Abandoned CA2075840A1 (fr) | 1991-08-14 | 1992-08-12 | Disaccharides et trisaccharides, methode de fabrication et compositions qui contiennent ces saccharides et qui sont utilisees pour favoriser la pousse des cheveux |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP0528624A1 (fr) |
| JP (1) | JPH05227982A (fr) |
| CA (1) | CA2075840A1 (fr) |
| GB (1) | GB9117523D0 (fr) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0653434A1 (fr) * | 1993-11-12 | 1995-05-17 | Tanabe Seiyaku Co., Ltd. | Dérivés de glucosamine, leur procédé de préparation et leur intermédiaires |
| EP1408116A4 (fr) * | 2001-06-14 | 2006-11-08 | Nat Inst Of Advanced Ind Scien | Nouveau saccharide sulfate et procede de production associe |
| WO2010049921A1 (fr) * | 2008-10-31 | 2010-05-06 | Alimentary Health Limited | Disaccharides |
| CN110538193A (zh) * | 2019-09-06 | 2019-12-06 | 蓝脑科技(厦门)有限公司 | 卡拉胶寡糖的用途及含有卡拉胶寡糖的组合物 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8519416D0 (en) * | 1985-08-01 | 1985-09-04 | Unilever Plc | Oligosaccharides |
| SE465516B (sv) * | 1989-08-18 | 1991-09-23 | Kurt G I Nilsson | Saett att framstaella en oligosackaridfoerening varvid glykosidas fraan en mollusk anvaendes |
| DE3927801A1 (de) * | 1989-08-23 | 1991-02-28 | Hoechst Ag | Verfahren zur enzymatischen synthese galactosylierter glycoprotein-bausteine |
-
1991
- 1991-08-14 GB GB919117523A patent/GB9117523D0/en active Pending
-
1992
- 1992-08-11 EP EP92307326A patent/EP0528624A1/fr not_active Withdrawn
- 1992-08-12 CA CA002075840A patent/CA2075840A1/fr not_active Abandoned
- 1992-08-14 JP JP4217024A patent/JPH05227982A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| GB9117523D0 (en) | 1991-10-02 |
| JPH05227982A (ja) | 1993-09-07 |
| EP0528624A1 (fr) | 1993-02-24 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Dead |